Manager, Sales Enablement Program Management

Datadog•New York, NY

1d•Hybrid

About The Position

Our GTM Enablement team plays a critical role in helping Datadog’s Sales and Customer Success teams succeed by equipping them with the right skills, knowledge, and tools at the right time. We partner closely with teams across Sales, Customer Success, Product Marketing, Strategy & Operations and more to ensure enablement programs translate into real performance in the field. The Program Management team within Sales Enablement is a group of interdisciplinary thinkers leveraging diverse business backgrounds in engineering, education, management consulting, business operations (and more!) to define, manage and measure Datadog’s global go to market motion. We solve complex, systemic challenges that impact go-to-market effectiveness by diagnosing root causes—whether behavioral, skills-based, or structural—and shaping the strategic solutions that resolve them. Role Summary: As Manager, Sales Enablement Program Management – Sales Productivity, you will lead a team of Program Managers responsible for driving large-scale, cross-functional behavior change initiatives that transform how our Go-to-Market (GTM) teams operate at a systems level. As a member of the Sales Enablement Leadership Team, you will help shape the strategic direction of our enablement function while delivering high-impact programs that connect systems, processes, tools, and behaviors to unlock productivity at scale. This role requires a leader who moves quickly, thinks creatively and strategically, and analyzes complex challenges from multiple dimensions. Someone who understands how multiple, complex variables in a growing GTM org relate to each other in order to affect change, and who knows how to analyze hard data just as well as what's going on on the ground. Having experience directly in sales enablement isn’t necessary - we’re looking for someone with experience serving as both visionary and operator—building a clear perspective on how everything connects while inspiring meaningful behavior change across the organization. At Datadog, we value our in-office culture - the relationships and collaboration it builds and the creativity it brings to the table. We operate as a hybrid workplace to ensure our Datadogs can create a work-life harmony that best fits them.

Requirements

You have 5+ years of experience in GTM change management, sales enablement, strategy & operations, systems design or a related field, including at least 2 years leading and developing people
You are energized by solving complex problems thoroughly while moving quickly, applying both analytical rigor and creative thinking to evaluate challenges from multiple perspectives
You are highly data-driven with both quantitative and qualitative data, experienced in analyzing business metrics to identify performance gaps and measure program impact, as well as surveys, in-field investigations and interviews. Experience with tools such as Tableau is a plus
You excel at stakeholder and project management, building alignment across cross-functional teams and delivering results in dynamic, fast-paced environments
You are a clear and compelling communicator who can simplify complexity, influence senior leaders, and inspire behavior change at scale
You bring deep familiarity with sales methodologies, processes, tools, and technologies, and understand how they connect to seller productivity and customer value

Responsibilities

Lead, mentor, and develop a global team of Program Managers, fostering a people-first, high-performance, inclusive culture grounded in ownership, continuous growth and measurable GTM behavior change
Serve on the Sales Enablement Leadership Team, contributing to functional strategy and aligning program management priorities with broader GTM objectives
Own and drive complex, cross-functional workstreams to drive lasting behavior change across the field such as developing and rolling out our Datadog sales methodology, building Sales and Customer Success GTM playbooks, piloting new GTM motions for specific segments, and defining best practices for selling new product suites into new industries
Partner deeply with Sales, Customer Success, Strategy & Operations, Product Marketing, Sales Programs, and other cross-functional stakeholders across the GTM ecosystem to design and deliver integrated, scalable solutions
Design and implement change management strategies that systematize new tools, processes, and methodologies while inspiring adoption and sustained behavior change across global teams
Act as a player-coach by directly owning high-visibility initiatives, analyzing productivity opportunities from multiple angles, and modeling strong execution in fast-paced, evolving environments